(2R)-2-Hydroxyvaleric acid

Base Information

• Chemical Name: (2R)-2-Hydroxyvaleric acid
• CAS No.: 24809-83-4
• Molecular Formula: C5H10O3
• Molecular Weight: 118.133
• Hs Code.: 2918199090
• Mol file: 24809-83-4.mol

Synonyms:(R)-2-Hydroxy-valeriansaeure;2(R)-hydroxyvaleric acid;(R)-2-hydroxy-valeric acid;D-Norvalinsaeure;D-2-Hydroxy-valeriansaeure;(R)-2-hydroxypentanoic acid;

Chemical Property of (2R)-2-Hydroxyvaleric acid

Chemical Property:

• PSA: 57.53000
• LogP: 0.23200

Purity/Quality:

99.3% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (2R)-2-Hydroxyvaleric acid

There total 23 articles about (2R)-2-Hydroxyvaleric acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

2-oxopentanoic acid (1821-02-9) → (2R)-2-hydroxypentanoic acid (24809-83-4,6450-97-1)

Guidance literature:

With hydrogenchloride; formaldehyd; nicotinamide adenine dinucleotide; In water; at 25 ℃; for 288h; Staphylococcus epidermidis D-lactate dehydrogenase (SELDH), formate dehydrogenase (FDH), pH from 7.4 to 7.6;

DOI:10.1039/c39910000326

Reference yield: 85.0%

(R)-(+)-2-hydroxypentanenitrile (10021-63-3) → (2R)-2-hydroxypentanoic acid (24809-83-4,6450-97-1)

Guidance literature:

With hydrogenchloride; 1a) r.t., 18 h, 1b) 60 deg C, 3 h, 1c) reflux, 2 h;

DOI:10.1055/s-1990-26945

Reference yield: 83.0%

D-norvaline (2013-12-9,498-18-0) → (2R)-2-hydroxypentanoic acid (24809-83-4,6450-97-1)

Guidance literature:

D-norvaline; With sulfuric acid; water; at 0 ℃; for 0.166667h; Inert atmosphere;

With water; sodium nitrite; at 0 - 20 ℃; for 15h; Inert atmosphere;

DOI:10.1002/ejoc.202000459

upstream raw materials:

D-norvaline

(R)-(+)-2-hydroxypentanenitrile

(1S,2S,6R,7R)-4-(1-Methoxymethoxy-butyl)-1,10,10-trimethyl-3-oxa-5-aza-tricyclo[5.2.1.0^2,6]dec-4-ene

2-oxopentanoic acid

Downstream raw materials:

(R)-2-benzyloxypentanal

2-(Benzyloxy)pentansaeure-ethylester

[(R)-2-Benzyloxy-pent-(Z)-ylidene]-((R)-2-methoxymethyl-pyrrolidin-1-yl)-amine

(R)-1,2-pentanediol

Refernces

• 1、 Tonoi, Takayuki,Ikeda, Miyuki,Sato, Teruyuki,Inohana, Takehiko,Kawahara, Ryo,Murata, Takatsugu,Shiina, Isamu. "Total Synthesis of the Antitumor Depsipeptide FE399 and Its S-Benzyl Derivative: A Macrolactamization Approach". supporting information. p. 5119 - 5125. Retrieved 2020/07/13.
• 2、 Ramachandran, P. Veeraraghavan,Pitre, Sangeeta,Brown, Herbert C.. "Selective reductions. 59. Effective intramolecular asymmetric reductions of α-, β-, and γ-keto acids with diisopinocampheylborane and intermolecular asymmetric reductions of the corresponding esters with B-chlorodiisopinocampheylborane". . p. 5315 - 5319. Retrieved 2007/10/03.